JP4713152B2 - ピペラジン誘導体及び使用方法 - Google Patents
ピペラジン誘導体及び使用方法 Download PDFInfo
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- JP4713152B2 JP4713152B2 JP2004540809A JP2004540809A JP4713152B2 JP 4713152 B2 JP4713152 B2 JP 4713152B2 JP 2004540809 A JP2004540809 A JP 2004540809A JP 2004540809 A JP2004540809 A JP 2004540809A JP 4713152 B2 JP4713152 B2 JP 4713152B2
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- Prior art keywords
- alkyl
- substituent
- aryl
- heteroaryl
- alkenyl
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 50
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- 125000000217 alkyl group Chemical group 0.000 claims description 32
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 25
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- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 6
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- 125000004209 (C1-C8) alkyl group Chemical group 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
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- IRXSLJNXXZKURP-UHFFFAOYSA-N fluorenylmethyloxycarbonyl chloride Chemical compound C1=CC=C2C(COC(=O)Cl)C3=CC=CC=C3C2=C1 IRXSLJNXXZKURP-UHFFFAOYSA-N 0.000 description 3
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- CWPNEWMQULRDTG-UHFFFAOYSA-N n-propyl-1h-imidazol-2-amine Chemical compound CCCNC1=NC=CN1 CWPNEWMQULRDTG-UHFFFAOYSA-N 0.000 description 1
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 description 1
- 239000012053 oil suspension Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
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- 239000012188 paraffin wax Substances 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
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- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
- 210000002826 placenta Anatomy 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 230000004911 positive regulation of CREB transcription factor activity Effects 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 238000009163 protein therapy Methods 0.000 description 1
- 125000001042 pteridinyl group Chemical group N1=C(N=CC2=NC=CN=C12)* 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- 125000005493 quinolyl group Chemical group 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 239000000018 receptor agonist Substances 0.000 description 1
- 229940044601 receptor agonist Drugs 0.000 description 1
- 230000007957 regulation of luteinizing hormone secretion Effects 0.000 description 1
- 230000027272 reproductive process Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000006798 ring closing metathesis reaction Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 210000000717 sertoli cell Anatomy 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 1
- 239000007901 soft capsule Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000000920 spermatogeneic effect Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000002381 testicular Effects 0.000 description 1
- 229960003604 testosterone Drugs 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 150000003555 thioacetals Chemical class 0.000 description 1
- VNNLHYZDXIBHKZ-UHFFFAOYSA-N thiophene-2-sulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CS1 VNNLHYZDXIBHKZ-UHFFFAOYSA-N 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000001890 transfection Methods 0.000 description 1
- 102000035160 transmembrane proteins Human genes 0.000 description 1
- 108091005703 transmembrane proteins Proteins 0.000 description 1
- 125000004953 trihalomethyl group Chemical group 0.000 description 1
- 210000005239 tubule Anatomy 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 125000001834 xanthenyl group Chemical group C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/10—Drugs for disorders of the endocrine system of the posterior pituitary hormones, e.g. oxytocin, ADH
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Epidemiology (AREA)
- Diabetes (AREA)
- Pregnancy & Childbirth (AREA)
- Gynecology & Obstetrics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41230802P | 2002-09-20 | 2002-09-20 | |
| US60/412,308 | 2002-09-20 | ||
| PCT/EP2003/050640 WO2004031182A1 (en) | 2002-09-20 | 2003-09-19 | Piperazine derivatives and methods of use |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011000050A Division JP5436462B2 (ja) | 2002-09-20 | 2011-01-04 | ピペラジン誘導体及び使用方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006503857A JP2006503857A (ja) | 2006-02-02 |
| JP2006503857A5 JP2006503857A5 (no) | 2010-08-05 |
| JP4713152B2 true JP4713152B2 (ja) | 2011-06-29 |
Family
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004540809A Expired - Fee Related JP4713152B2 (ja) | 2002-09-20 | 2003-09-19 | ピペラジン誘導体及び使用方法 |
| JP2011000050A Expired - Fee Related JP5436462B2 (ja) | 2002-09-20 | 2011-01-04 | ピペラジン誘導体及び使用方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011000050A Expired - Fee Related JP5436462B2 (ja) | 2002-09-20 | 2011-01-04 | ピペラジン誘導体及び使用方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US7754722B2 (no) |
| EP (1) | EP1542993B1 (no) |
| JP (2) | JP4713152B2 (no) |
| AU (1) | AU2003299124A1 (no) |
| CA (1) | CA2499732A1 (no) |
| ES (1) | ES2399047T3 (no) |
| NO (1) | NO20051844L (no) |
| WO (1) | WO2004031182A1 (no) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1592389B1 (en) | 2003-02-14 | 2009-04-22 | Laboratoires Serono SA | Piperazine-2-carboxamide derivatives |
| US8017612B2 (en) | 2006-04-18 | 2011-09-13 | Japan Tobacco Inc. | Piperazine compound and use thereof as a HCV polymerase inhibitor |
| TW200944523A (en) * | 2008-02-08 | 2009-11-01 | Organon Nv | (Dihydro)pyrrolo[2,1-a]isoquinolines |
| US8071587B2 (en) | 2009-05-27 | 2011-12-06 | N. V. Organon | (Dihydro)imidazoiso[5,1-A]quinolines |
| TW201116531A (en) | 2009-07-29 | 2011-05-16 | Organon Nv | Ring-annulated dihydropyrrolo[2,1-a]isoquinolines |
| US8431564B2 (en) | 2009-07-29 | 2013-04-30 | Merck Sharp & Dohme B.V. | Ring-annulated dihydropyrrolo[2,1-α]isoquinolines |
| TW201116515A (en) | 2009-07-31 | 2011-05-16 | Organon Nv | Dihydrobenzoindazoles |
| WO2011153359A1 (en) | 2010-06-04 | 2011-12-08 | Albany Molecular Research, Inc. | Glycine transporter-1 inhibitors, methods of making them, and uses thereof |
| WO2013012848A1 (en) * | 2011-07-18 | 2013-01-24 | Merck Patent Gmbh | Benzamides |
| BR112015021324A2 (pt) | 2013-03-11 | 2017-07-18 | Merck Patent Gmbh | derivados de 6-[4-(1h-imidazol-2-il)piperidin-1-il]pirimidin-4-amina como moduladores de atividade de quinase |
| KR20170054650A (ko) * | 2015-11-10 | 2017-05-18 | 삼성전자주식회사 | 이동 정보에 기초하여 심박수를 추정하는 방법 및 장치 |
| US10688224B1 (en) | 2019-07-03 | 2020-06-23 | King Abdulaziz University | Prosthetic implantable antibacterial surgical mesh |
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| WO1996031478A1 (en) * | 1995-04-07 | 1996-10-10 | Schering Corporation | Tricyclic compounds useful for inhibition of g-protein function and for treatment of proliferative diseases |
| US5880128A (en) * | 1996-05-08 | 1999-03-09 | Schering Corporation | Carbonyl piperazinyl and piperidinyl compounds |
| WO2000039119A1 (en) * | 1998-12-23 | 2000-07-06 | Schering Corporation | Novel inhibitors of farnesyl-protein transferase |
| JP2001294572A (ja) * | 2000-02-09 | 2001-10-23 | Dai Ichi Seiyaku Co Ltd | 新規スルホニル誘導体 |
| JP2001524465A (ja) * | 1997-11-24 | 2001-12-04 | メルク エンド カムパニー インコーポレーテッド | 細胞接着阻害剤としての置換β−アラニン誘導体 |
| JP2002504144A (ja) * | 1997-06-17 | 2002-02-05 | シェーリング コーポレイション | ファルネシルタンパク質トランスフェラーゼの阻害に有用なベンズピリドシクロヘプタン化合物 |
| JP2002522433A (ja) * | 1998-08-07 | 2002-07-23 | アプライド リサーチ システムズ エーアールエス ホールディング ナームロゼ フェンノートシャップ | 不妊症の治療のためのｆｓｈ模倣物 |
| US6432959B1 (en) * | 1998-12-23 | 2002-08-13 | Schering Corporation | Inhibitors of farnesyl-protein transferase |
| JP2006517566A (ja) * | 2003-02-14 | 2006-07-27 | アプライド リサーチ システムズ エーアールエス ホールディング ナームロゼ フェンノートシャップ | ピペラジン−２−カルボキサミド誘導体 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US5639639A (en) | 1983-11-02 | 1997-06-17 | Genzyme Corporation | Recombinant heterodimeric human fertility hormones, and methods, cells, vectors and DNA for the production thereof |
| IT1206302B (it) | 1987-06-26 | 1989-04-14 | Serono Cesare Ist Ricerca | Ormone follicolo-stimolante urinario |
| US5017557A (en) | 1987-07-24 | 1991-05-21 | Industria Farmaceutica Serono S.P.A. | Treatment of infertility with somatotrophin releasing factor |
| US6426357B1 (en) * | 1999-07-27 | 2002-07-30 | Affymax, Inc. | Antagonists of follicle stimulating hormone activity |
| AU2001278006A1 (en) | 2000-07-27 | 2002-02-13 | Smithkline Beecham Corporation | Agonists of follicle stimulating hormone activity |
-
2003
- 2003-09-19 EP EP03798936A patent/EP1542993B1/en not_active Expired - Lifetime
- 2003-09-19 ES ES03798936T patent/ES2399047T3/es not_active Expired - Lifetime
- 2003-09-19 US US10/528,437 patent/US7754722B2/en not_active Expired - Fee Related
- 2003-09-19 AU AU2003299124A patent/AU2003299124A1/en not_active Abandoned
- 2003-09-19 JP JP2004540809A patent/JP4713152B2/ja not_active Expired - Fee Related
- 2003-09-19 WO PCT/EP2003/050640 patent/WO2004031182A1/en active Application Filing
- 2003-09-19 CA CA002499732A patent/CA2499732A1/en not_active Abandoned
-
2005
- 2005-04-15 NO NO20051844A patent/NO20051844L/no not_active Application Discontinuation
-
2010
- 2010-06-02 US US12/792,665 patent/US20100305137A1/en not_active Abandoned
-
2011
- 2011-01-04 JP JP2011000050A patent/JP5436462B2/ja not_active Expired - Fee Related
-
2013
- 2013-01-30 US US13/754,345 patent/US8946227B2/en not_active Expired - Fee Related
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996031478A1 (en) * | 1995-04-07 | 1996-10-10 | Schering Corporation | Tricyclic compounds useful for inhibition of g-protein function and for treatment of proliferative diseases |
| US5880128A (en) * | 1996-05-08 | 1999-03-09 | Schering Corporation | Carbonyl piperazinyl and piperidinyl compounds |
| JP2002504144A (ja) * | 1997-06-17 | 2002-02-05 | シェーリング コーポレイション | ファルネシルタンパク質トランスフェラーゼの阻害に有用なベンズピリドシクロヘプタン化合物 |
| JP2001524465A (ja) * | 1997-11-24 | 2001-12-04 | メルク エンド カムパニー インコーポレーテッド | 細胞接着阻害剤としての置換β−アラニン誘導体 |
| JP2002522433A (ja) * | 1998-08-07 | 2002-07-23 | アプライド リサーチ システムズ エーアールエス ホールディング ナームロゼ フェンノートシャップ | 不妊症の治療のためのｆｓｈ模倣物 |
| WO2000039119A1 (en) * | 1998-12-23 | 2000-07-06 | Schering Corporation | Novel inhibitors of farnesyl-protein transferase |
| US6432959B1 (en) * | 1998-12-23 | 2002-08-13 | Schering Corporation | Inhibitors of farnesyl-protein transferase |
| JP2001294572A (ja) * | 2000-02-09 | 2001-10-23 | Dai Ichi Seiyaku Co Ltd | 新規スルホニル誘導体 |
| JP2006517566A (ja) * | 2003-02-14 | 2006-07-27 | アプライド リサーチ システムズ エーアールエス ホールディング ナームロゼ フェンノートシャップ | ピペラジン−２−カルボキサミド誘導体 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1542993A1 (en) | 2005-06-22 |
| NO20051844L (no) | 2005-04-15 |
| JP2006503857A (ja) | 2006-02-02 |
| US20130143893A1 (en) | 2013-06-06 |
| JP5436462B2 (ja) | 2014-03-05 |
| US20060223813A1 (en) | 2006-10-05 |
| CA2499732A1 (en) | 2004-04-15 |
| ES2399047T3 (es) | 2013-03-25 |
| US20100305137A1 (en) | 2010-12-02 |
| US7754722B2 (en) | 2010-07-13 |
| AU2003299124A1 (en) | 2004-04-23 |
| WO2004031182A1 (en) | 2004-04-15 |
| US8946227B2 (en) | 2015-02-03 |
| JP2011088926A (ja) | 2011-05-06 |
| EP1542993B1 (en) | 2012-12-19 |
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